
House holiday rentals in South Sarasota
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Top-rated house rentals in South Sarasota
Guests agree: these houses are highly rated for location, cleanliness and more.

Tropical Paradise minutes to #1 Siesta Key Beach
Location! Just minute to the #1 Beach in USA , Siesta restaurant and shopping. This cozy 2 bedroom/1 bath home feels very modern, comfortable and very functional. Tropical landscaping .Fully equipped kitchen. Beautiful private fenced backyard with Yoga platform. Beach chairs available. Perfect for a budget oriented traveler looking for immaculate home and convenient location close to Hwy 41 Siesta Beach and shopping and walking distance to restaurants. Primary guest must be 25 years of age.

The Mango House Beach Cottage
Our cozy boho beach cottage, The Mango House is the perfect place for a couple or small family to relax and enjoy all the best Sarasota amenities. It’s conveniently located right between both Siesta Key entrances, walking distance to restaurants, grocery stores, Trader Joe’s, gym and a block from the popular Walt’s Fish Market. This gorgeous bungalow is the front house of a duplex on a large lot with plenty of cozy private outdoor space to relax and take in all the wonderful Florida weather!

The Bradford Cottage/Heated Pool /Mins to Siesta
If you are looking for a cozy retreat in a safe and private neighborhood than look no further! From the minute you step inside this immaculate private residence you will feel right at home. With a beautiful open floor plan with plenty of room to spread out, natural light that pours in every room and a spacious back porch overlooking the heated pool this is the perfect place to unwind and relax. Minutes from the #1 rated Siesta Key beach and downtown Sarasota you are in the middle of it all!

Tropical Oasis Heated Pool Hot Tub Near Siesta Key
Escape to The Funky Fish House! Your private 2BR/3BD/2BA tropical oasis boasts a heated saltwater pool, bubbling hot tub, outdoor shower, and BBQ grill for endless fun, relaxation, and sun-soaked adventures. Just 5 miles from world-famous Siesta Key Beach and steps from Trader Joe’s, this elegantly renovated, fully stocked, stylish retreat invites families or couples to lounge, entertain, soak up the Florida sunshine, and enjoy the ultimate Sarasota vacation in absolute comfort and style!

Charming Villa 14 mins away from Siesta Key Beach
This villa close to Siesta Key Beach serves as the perfect escape for those looking to enjoy Sarasota. The property comes fully equipped with amenities such as a BBQ, outdoor umbrella, lounge chairs, beach chairs, pickleball rackets, washer/dryer and carport. Featuring 2 bedrooms, this charming home exudes a warm vibe. You can reach Siesta Key Beach, St. Armands Circle, and Downtown Sarasota in under 15 minutes, making it easy to explore all that Sarasota has to offer during your stay.

Papi's House - 5 miles to Siesta Key & Downtown
This newly remodeled 2 bed, 2 bath home is centrally located in Sarasota. With plenty of space to spread out, beautiful natural light that pours into every room and a private fenced-in yard, this is the perfect place to relax. This home is located in a quiet neighborhood and just 5 miles away from the #1 rated Siesta Key Beach and downtown Sarasota. It offers plenty of driveway parking. Beach chairs and a cooler are provided for your days at the beach. Fast WIFI is also available.

Siesta Breeze ~ Charming Coastal Cottage
The weather is AMAZING! 5 miles from Siesta Beach, named No 1 Beach in the US, No 4 in the World by Tripadvisor; close enough to feel the sea breeze:) You will have 2 bathrooms, 2 bedrooms with queen beds and a flex room with a futon and work area, for 3 private sleeping areas. You will be located in the heart of Sarasota, with restaurants and grocers within a mile or two. The kitchen is fully equipped and the yard fully fenced. The host is conveniently located next door.

Modern 4BR Home *Heated Pool & Spa*
Discover elegance in this centrally located Sarasota gem, featuring four bedrooms and two bathrooms to accommodate up to eight guests. Enjoy a laid-back vibe while lounging at Sarasota's beaches or immersing yourself in local attractions. Siesta Beach and Lido Beach are within easy reach at 7.6 and 6.4 miles respectively. Rest easy knowing commitment to cleanliness aligns with your travel priorities. Your serene vacation awaits in this beautifully adorned home. VR24-00265

The Sand Castle - Backyard Oasis Mins from Siesta!
*UPDATED!* Your family will feel at home in this spacious home that has it all! With a gorgeous backyard, alluring HEATED pool, tropical tiki bar, ping pong and other lawn games, cozy and comfortable rooms, and a kitchen stocked with everything you need to prepare meals for many... you will be more than comfortable here! The location is super convenient- minutes from Siesta Key, downtown Sarasota, and every grocery store and restaurant you could ever want!

Sea Esta | Private Saltwater POOL + Putting Green!
BNB Breeze Presents: Sea Esta! Experience this stunning home in the heart of Sarasota, located just 10 minutes away from Siesta Key Beach! From the gorgeous interior, to the INCREDIBLE outdoor oasis, this home has it all! • Heated Saltwater Pool - heated at NO extra cost from Nov 21 - April 1st • Resort-Like Back Yard w/ a Pergola, Turf + Putting Green + Bikes • Pool + Beach Supplies • Fun Outdoor Swinging Dining Table

Your DreamOasisAwaits: SiestaKeyEscape with Pool!
Welcome to your dream oasis near the world-famous Siesta Key! ✨ This immaculate 2BD/2BA home is a true coastal gem, offering a serene retreat with stylish design and luxurious amenities. Just 1 mile from the sugar-white sands of Siesta Key Beach, this home provides the perfect blend of comfort and convenience—an ideal spot to embrace relaxed Florida living at its finest. 🌴

Turtle Nest Oasis • Hot Tub • 5 mi to Siesta Key
🐢Escape to 'The Turtle Nest,' a peaceful 3BR/2BA Sarasota oasis for 6. Just 5 miles from Siesta Key Beach, this private home is perfect for families or romantic getaways. Enjoy a lush backyard with a bubbling hot tub, a dedicated workspace, and all the beach gear you need for a seamless tropical retreat. Your perfect Florida vacation starts here!
Popular amenities for house rentals in South Sarasota
House rentals with a pool

Sunny Paradise w/Pool&HotTub 5 min to Siesta Key!

Luxury 3B/3B waterfront home w/ pool + boat access

Your private retreat near Siesta Key Beach.

Private Pool +Game Room Near Siesta Key | Sleeps 9

The Palms Away

The Pink Pineapple - Your Cozy Sarasota Home

Beautifully Remodeled Home with Pool Near Siesta

Heated saltwater pool near Siesta and Downtown
Weekly house rentals

Modern Pool House Sealand 3/2 near Siesta

Experience "Old Florida" at the Coral Cottage

Sarasota Sunshine State Vacation Home

Ben's Bungalow | 8 min to Siesta Key | Gigabit Wifi

The Siesta Key Pool House – Private Inland Oasis

NEW! Renovated Pool Home Mins 2 Siesta Key Beach

Sunshine House- Sarasota Pool Retreat

Spacious 3BR Retreat•King Beds•Close to Siesta Key
Private house rentals

Luxurious Retreat near SiestaKey

SARASOTA PLACE NEAR SIESTA BEACH

Cottage by the Coast 6 min to Siesta Beach!

Cheerful 4-bedroom home with a private pool

Sarasota House• Fenced Yard• King Beds• EV Charger

Private Getaway Near Siesta Key!

Private Heated Pool Retreat for Two Families

Siesta Getaway- 3.5 miles to beach 3/2 pool home.
When is the best time to visit South Sarasota?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $267 SGD | $372 SGD | $380 SGD | $287 SGD | $237 SGD | $254 SGD | $254 SGD | $231 SGD | $223 SGD | $223 SGD | $230 SGD | $271 SGD |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 18°C |
Quick stats about house rentals in South Sarasota

Total holiday rentals
Explore 180 holiday rentals in South Sarasota

Nightly prices starting at
South Sarasota holiday rentals start at $51 SGD per night before taxes and fees

Verified guest reviews
Over 6,910 verified reviews to help you choose

Family-friendly holiday rentals
170 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 70 rentals that welcome pets

Holiday rentals with a pool
110 properties feature pools

Rentals with dedicated workspaces
120 properties have a dedicated workspace

Wifi availability
180 of South Sarasota holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across South Sarasota rentals

4.8 Average rating
South Sarasota stays are highly rated by guests – averaging 4.8 out of 5!
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- Rentals with a fireplace South Sarasota
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- Rentals with beach access South Sarasota
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- Family-friendly rentals South Sarasota
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- Rentals with a firepit South Sarasota
- Rentals with a hot tub South Sarasota
- Rentals with a washing machine and dryer South Sarasota
- Rentals with pools South Sarasota
- House rentals Sarasota County
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- House rentals United States
- Anna Maria Island
- Siesta Beach
- Raymond James Stadium
- Crescent Beach
- John's Pass
- Anna Maria Island Beach
- Bean Point Beach
- Coquina Beach
- Turtle Beach
- Lido Key Beach
- Amalie Arena
- Vinoy Park
- Caspersen Beach
- Tampa Convention Center
- Cortez Beach
- Hard Rock Casino
- St Pete Beach
- Manasota Key Beach
- Anna Maria Public Beach
- Jannus Live
- Englewood Beach
- River Strand Golf and Country Club
- Tropicana Field
- North Beach At Fort DeSoto Park





